Rutland County, VT Homes

/44
$495,000
- 3 Beds
- 2 Baths
- 1,916 Sq Ft
59 East St, Middletown Springs, VT 05757

This beautiful 1810, meticulously maintained, village home and 4 car barn have been lovingly restored from top to bottom and inside to out by the current talented owners. And yes, the heat pump is considered a heating system and has heated this home year-round. Air conditioning in the summer and heat source in the winter with the Harmon pellet stove for additional heat. The open kitchen overlooks

Sandi Reiber Four Seasons Sotheby's Int'l Realty

59 East St, Middletown Springs, VT 05757
/3
$299,000

Sold Mar 31, 2026

14 Park Ct, Rutland, VT 05701
- 3 Beds
- 1 Bath
- 1,420 Sq Ft
- Built 1956
Last Sold Summary
- $211/SF
Current Estimated Value $304,213

Last Listing Agent Mark Noble Welcome Home Real Estate

14 Park Ct, Rutland, VT 05701

/33
Est $465,376

Not Listed For Sale

1071 Mcconnell Rd, Brandon, VT 05733
- 3 Beds
- 2 Baths
- 2,173 Sq Ft
- Built 1992
1071 Mcconnell Rd, Brandon, VT 05733

Last Sold Summary
- 71 Days On Market
Last Listing Agent Carolyn Whittaker Whittaker Real Estate, Inc.

/60
$469,000
- 3 Beds
- 3.5 Baths
- 2,955 Sq Ft
249 W Ridge Terrace, Rutland, VT 05701

Welcome Home to this spacious, beautifully maintained 3-bedroom, 3.5-bath raised ranch located in one of Rutland Town’s most desirable neighborhoods. Offering comfort, convenience, and exceptional living space, this home is perfect for those seeking both functionality and style. Step inside to the main level where you are greeted with beautiful hardwood floors and a bright and inviting layout,

Rhonda Nash Welcome Home Real Estate

249 W Ridge Terrace, Rutland, VT 05701
/3
$40,000

Under Contract
- Land
- 30,492 Sq Ft
- $57,143 per Acre
64 Sangamon Rd, Pittsford, VT 05763

Priced to sell! Affordable wooded lot in Pittsford. Conveniently located just off a main road, this property offers a private setting while remaining close to local amenities and an easy commute to nearby towns. Wastewater/septic design plans are available, helping streamline the development process. An older mobile home currently exists on the property and is being conveyed as-is with no value

Brooke Woodard Watson Realty & Associates

64 Sangamon Rd, Pittsford, VT 05763

/23
Est $272,307

Not Listed For Sale

90 Shedd Place, Wallingford, VT 05773
- 3 Beds
- 1.5 Baths
- 1,372 Sq Ft
- Built 1979
90 Shedd Place, Wallingford, VT 05773

Last Sold Summary
- 51 Days On Market
Last Listing Agent Noel Weeks Welcome Home Real Estate

/60
$799,900
- 5 Beds
- 2.5 Baths
- 5,882 Sq Ft
13 Route 22a, West Haven, VT 05743

Step back in time with this extraordinary 222 year old legacy estate - a treasure owned by the same family for more than two centuries. This remarkable property is a rare blend of grandeur and natural beauty along with historical significance. Once part of the Underground Railroad, the property has a fascinating past, and some of its former residents served as Civil War soldiers. The house was

Lisa Friedman Great American Dream Realty

13 Route 22a, West Haven, VT 05743
/28
$515,000

Sold Sep 29, 2025

421 Birch Rd, Brandon, VT 05733
- 3 Beds
- 2 Baths
- 1,722 Sq Ft
- Built 1996
Last Sold Summary
- 10% Below List Price
- $299/SF
- 0 Days On Market
Current Estimated Value $549,266

Last Listing Agent Amey Ryan IPJ Real Estate

421 Birch Rd, Brandon, VT 05733

/23
Est $224,781

Not Listed For Sale

37 Howe St, Rutland, VT 05701
- 5 Beds
- 2 Baths
- 2,900 Sq Ft
- Built 1900
37 Howe St, Rutland, VT 05701

Last Sold Summary
- 14 Days On Market
Last Listing Agent Mike Kalil Watson Realty & Associates

/6
$99,779

New Construction
- 2 Beds
- 2 Baths
- 880 Sq Ft
81 Cramton Rd Unit L-8, Castleton, VT 05735

Welcome to 81 Cramton Rd L-8 Castleton, VT, where modern comfort meets affordability in Fort Warren MHP! This brand-new Redman NWS F25206-66 model manufactured home offers 2 bedrooms, 2 bathrooms, and 880 sq. ft. (13'4"x66) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

Kate Barry EXP Realty

81 Cramton Rd Unit L-8, Castleton, VT 05735
/12
$200,000

Sold Feb 27, 2026

135 Grove St, Rutland, VT 05701
- 7,886 Sq Ft
- Built 1900
Last Sold Summary
- 33% Below List Price
- $25/SF
- 271 Days On Market
Last Listing Agent Betsy Adamovich Real Broker LLC

135 Grove St, Rutland, VT 05701

/14
Est $241,720

Not Listed For Sale

18 Hopkins St, Rutland, VT 05701
- 5 Beds
- 3 Baths
- 2,443 Sq Ft
- Built 1886
18 Hopkins St, Rutland, VT 05701

Last Sold Summary
- 11 Days On Market
Last Listing Agent Keith Eddy Chris Fucci Associates, LTD

/56
$2,300,000

Under Contract
- 4 Beds
- 3.5 Baths
- 4,498 Sq Ft
22 Mountain Side Dr, Killington, VT 05751

Experience the charm of quintessential Vermont mountain living in this exquisitely crafted log home, masterfully built by renowned local builder Rick Moore. Ideally positioned within the heart of the resort area, this exceptional 4 bedroom, 3 1/2 bath custom built retreat offers the perfect balance of privacy, comfort, and unbeatable convenience. Located less than five minutes from the base of

Will Spanos KW Vermont-Killington

22 Mountain Side Dr, Killington, VT 05751
/30
$68,500

Sold Mar 17, 2026

135 E Mountain Rd Unit 1F7, Killington, VT 05751
- 1 Bath
- 646 Sq Ft
- Built 1982
Last Sold Summary
- 23% Below List Price
- $106/SF
- 304 Days On Market
Last Listing Agent Bret Williamson Killington Valley Real Estate

135 E Mountain Rd Unit 1F7, Killington, VT 05751

/31
Est $226,815

Not Listed For Sale

349 Lakewood Dr, Killington, VT 05751
- 4 Beds
- 2 Baths
- 1,764 Sq Ft
- Built 1972
349 Lakewood Dr, Killington, VT 05751

Last Sold Summary
- 10 Days On Market
Last Listing Agent Nathan Mastroeni

/40
$499,900

$25K PRICE DROP Under Contract
- 5 Beds
- 2.5 Baths
- 3,808 Sq Ft
1186 Route 133, West Rutland, VT 05777

IRA: Stately Spacious Colonial with 5 bedrooms, including a 1-bedroom in-law suite/apartment (separate propane furnace), which isn't being rented currently as family uses entire house as a single family. Also, there's an attached heated 3-car garage with 11' ceiling and 10' doors, an entry mudroom and utility room. Low maintenance as exterior has vinyl siding and roof is slate and standing seem.

Melissa Loughan Westside Real Estate

1186 Route 133, West Rutland, VT 05777
/32
$320,000

Sold Nov 03, 2025

8 Kingsley Ave, Rutland, VT 05701
- 3 Beds
- 3.5 Baths
- 2,522 Sq Ft
- Built 1929
Last Sold Summary
- 9% Below List Price
- $127/SF
- 110 Days On Market
Current Estimated Value $328,215

Last Listing Agent Hughes Group Team Casella Real Estate

8 Kingsley Ave, Rutland, VT 05701

/3
Est $236,764

Not Listed For Sale

121 River St, Rutland, VT 05701
- 5 Beds
- 3 Baths
- 2,622 Sq Ft
- Built 1825
121 River St, Rutland, VT 05701

Last Sold Summary
- 1 Day On Market
Last Listing Agent Lisa Kelley Cummings & Co

/18
$530,000

$70K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,400 Sq Ft
24 Victor Place, Rutland, VT 05701

PRICE IMPROVEMENT + NEW CONSTRUCTION + MOTIVATED SELLERS!If you've been waiting for the right opportunity, this is it.This stunning new-build raised ranch is tucked away on a quiet dead-end street and offers the perfect combination of luxury, space, and convenience.Situated on a ±0.46-acre corner lot, this home features 4 bedrooms, 2.5 bathrooms, and a bright, open-concept

Brooke Woodard Watson Realty & Associates

24 Victor Place, Rutland, VT 05701
/18
$147,500

Sold Dec 15, 2025

24 Benton Dr, Chittenden, VT 05737
- Land
- 6.19 Acres
- $23,829 per Acre
Last Sold Summary
- 8% Below List Price
- 42 Days On Market
Current Estimated Value $147,206

Last Listing Agent Walter Findeisen Killington Valley Real Estate

24 Benton Dr, Chittenden, VT 05737

/3
Est $241,991

Not Listed For Sale

23 Church St, Rutland, VT 05701
- 4 Beds
- 3 Baths
- 2,512 Sq Ft
- Built 1825
23 Church St, Rutland, VT 05701

Last Sold Summary
- 71 Days On Market
Last Listing Agent Hughes Group Team Casella Real Estate

/32
$424,900

Under Contract
- 2 Beds
- 2.5 Baths
- 2,059 Sq Ft
319 Heritage Hill Place Unit 40, Rutland, VT 05701

What a great place to call home! This highly sought-after upper Heritage Hill townhome offers an open floor plan, cathedral ceilings, and over 2,000 square feet of comfortable living space. Step inside through the tiled foyer and into a beautifully updated kitchen featuring quartz countertops, new cabinetry, and newer appliances. One of the larger kitchens offered in Heritage Hill, this wonderful

Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

319 Heritage Hill Place Unit 40, Rutland, VT 05701
/52
$885,000

Sold Apr 16, 2026

283 Sunrise Rd Unit B101, Killington, VT 05751
- 3 Beds
- 3 Baths
- 1,715 Sq Ft
- Built 2005
Last Sold Summary
- 1% Below List Price
- $516/SF
- 4 Days On Market
Current Estimated Value $793,779

Last Listing Agent Nathan Mastroeni

283 Sunrise Rd Unit B101, Killington, VT 05751

/16
Est $278,663

Not Listed For Sale

44 Prospect St, Rutland, VT 05701
- 6 Beds
- 4 Baths
- 3,206 Sq Ft
- Built 1884
44 Prospect St, Rutland, VT 05701

Last Sold Summary
- 12 Days On Market
Last Listing Agent Seth Gewanter Casella Real Estate

/28
$269,000

Under Contract
- 2 Beds
- 2 Baths
- 1,395 Sq Ft
118 Gateway Ct Unit B-23, Mendon, VT 05701

Mountain Living at Its Best! Conveniently located just minutes from Rutland, 5 minutes to Pico Mountain, and less than 12 minutes to Killington Resort, this well-maintained condominium offers the perfect blend of comfort, convenience, and year-round recreation.Lovingly cared for by its owners, the unit has been refreshed with new flooring and fresh paint, creating a bright and inviting

Will Spanos KW Vermont-Killington

118 Gateway Ct Unit B-23, Mendon, VT 05701
/24
$195,000

Sold Dec 03, 2025

1027 Route 30 N, Castleton, VT 05732
- 1 Bed
- 1 Bath
- 438 Sq Ft
- Built 2018
Last Sold Summary
- 2% Below List Price
- $445/SF
- 26 Days On Market
Current Estimated Value $241,183

Last Listing Agent Susan Bishop Four Seasons Sotheby's Int'l Realty

1027 Route 30 N, Castleton, VT 05732

/28
Est $211,584

Not Listed For Sale

106 South St, Proctor, VT 05765
- 2 Beds
- 3 Baths
- 1,996 Sq Ft
- Built 1924
106 South St, Proctor, VT 05765

Last Sold Summary
- 13 Days On Market
Last Listing Agent Hughes Group Team Casella Real Estate

/22
$175,000
- Land
- 16.96 Acres
- $10,318 per Acre
59 Egg St, Pawlet, VT 05775

Tucked into the quiet hills along the Vermont and New York border, this unique offering combines two separately deeded parcels totaling just under 17 acres and presenting an unique opportunity for the outdoor enthusiast, sportsman, or visionary seeking ultimate privacy. The VT parcel features 4.8 wooded acres in Pawlet with over 350 feet of Indian River frontage and direct access to the D&H Rail

Brandi LaBounty Ridgeline Real Estate

59 Egg St, Pawlet, VT 05775
/53
$440,000

Sold Jul 31, 2026

274 N Grove St, Rutland, VT 05701
- 3 Beds
- 2 Baths
- 1,770 Sq Ft
- Built 1950
Last Sold Summary
- 4% Above List Price
- $249/SF
- 7 Days On Market
Current Estimated Value $703,946

Last Listing Agent Karen Heath Four Seasons Sotheby's Int'l Realty

274 N Grove St, Rutland, VT 05701

/36
Est $529,275

Not Listed For Sale

3164 Mcconnell Rd, Brandon, VT 05733
- 5 Beds
- 3.5 Baths
- 2,155 Sq Ft
- Built 2004
3164 Mcconnell Rd, Brandon, VT 05733

Last Sold Summary
- 2 Days On Market
Last Listing Agent Betsy Adamovich Real Broker LLC

/25
$295,000

$55K PRICE DROP Under Contract
- 2 Beds
- 2 Baths
- 1,394 Sq Ft
56 Prior Dr, Rutland, VT 05701

Tucked away on a quiet dead-end street in desirable Rutland Town, this charming Cape offers comfort, convenience, and classic character. Step inside to find beautiful hardwood floors and a spacious living room centered around a cozy fireplace, creating the perfect gathering space for family and friends. The formal dining room is ideal for entertaining, while the kitchen features a breakfast bar

Mandolyn McIntyre Crow Real Broker LLC

56 Prior Dr, Rutland, VT 05701
/27
$285,000

Sold Aug 06, 2026

71 Alpine Dr Unit D-306, Killington, VT 05751
- 1 Bed
- 1 Bath
- 589 Sq Ft
- Built 1990
Last Sold Summary
- 16% Below List Price
- $484/SF
- 112 Days On Market
Last Listing Agent Kyle Kershner Killington Pico Realty

71 Alpine Dr Unit D-306, Killington, VT 05751

/36
Est $266,780

Not Listed For Sale

209 Skyline Dr, West Rutland, VT 05777
- 3 Beds
- 1 Bath
- 1,288 Sq Ft
- Built 1966
209 Skyline Dr, West Rutland, VT 05777

Last Sold Summary
- 52 Days On Market
Last Listing Agent Melissa Loughan Westside Real Estate

/22
$315,000
- 3 Beds
- 1 Bath
- 1,344 Sq Ft
135 Harrington Ave, Rutland, VT 05701

Welcome to 135 Harrington Avenue, an inviting and thoroughly renovated home offering comfortable, easy-to-maintain living in a convenient Rutland location. This three-bedroom, one-bath home is bright, welcoming, and ready for its next owner to enjoy.The home’s manageable footprint makes excellent use of its space, with three bedrooms providing flexibility for family, guests, a home

Christie Garofano Four Seasons Sotheby's Int'l Realty

135 Harrington Ave, Rutland, VT 05701
/37
$440,000

Sold Dec 19, 2025

106 Fox Hollow Village Unit C-1, Mendon, VT 05701
- 2 Beds
- 2 Baths
- 1,401 Sq Ft
- Built 1987
Last Sold Summary
- 7% Below List Price
- $314/SF
- 57 Days On Market
Last Listing Agent Kyle Kershner Killington Pico Realty

106 Fox Hollow Village Unit C-1, Mendon, VT 05701

/37
Est $379,934

Not Listed For Sale

521 Pinehill Rd, West Rutland, VT 05777
- 4 Beds
- 2.5 Baths
- 2,162 Sq Ft
- Built 1979
521 Pinehill Rd, West Rutland, VT 05777

Last Sold Summary
- 155 Days On Market
Last Listing Agent Kathryn Zambon Real Broker LLC

/4
$55,000
- Land
- 13,503 Sq Ft
- $177,419 per Acre
00 Airport Rd Unit 3, Fair Haven, VT 05743

FAIR HAVEN: Desirable building lot available in Fair Haven, VT! Lot #3 provides a nicely sized building lot set back from the road offering a more private setting while still being in a convenient in-town Fair Haven location. Public water, sewer, and power available at the street. Ideal for a primary residence or investment property. WW permits will need to be obtained by buyer

Owen Loughan Westside Real Estate

00 Airport Rd Unit 3, Fair Haven, VT 05743
/4
$85,000

Sold Sep 16, 2025

0 Vt Route 30 Unit 5029355, Wells, VT 05774
- Land
- 6,534 Sq Ft
- $566,667 per Acre
Last Sold Summary
- 29% Below List Price
- 165 Days On Market
Last Listing Agent Nancy Liberatore Lakes & Homes Real Estate

0 Vt Route 30 Unit 5029355, Wells, VT 05774

/40
Est $421,579

Not Listed For Sale

90 Westside Ct, West Rutland, VT 05777
- 3 Beds
- 2 Baths
- 1,790 Sq Ft
- Built 1990
90 Westside Ct, West Rutland, VT 05777

Last Sold Summary
- 1 Day On Market
Last Listing Agent Hughes Group Team Casella Real Estate

/50
$775,000

$150K PRICE DROP Pending
- 3 Beds
- 2.5 Baths
- 1,680 Sq Ft
2243 W Lake Rd, Poultney, VT 05764

This property checks so many boxes, and it is ready to go. Looking for Lake Frontage, but want Privacy, and space to grow your own food? Have dogs? A place to write? A place to hike or hunt (as long as you stay 500'+ or more from any houses) This 2023 Zook Luxury Log Sided Modular Home (stick built off site), set on 23.28 acres, is absolutely beautiful. The surveyed shared lake front lot (owned

Rebecca Dittmeier Country Horizon Realty

2243 W Lake Rd, Poultney, VT 05764

Showing Results 281 - 320, Page 8 of 18

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